Bifunctional Catalysts Stabilized on Nanocrystalline Magnesium Oxide for One‐Pot Synthesis of Chiral Diols

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Abstract
New bifunctional catalysts composed of PdCl42−, OsO42− and OsO42−, WO42− designed and prepared by a counterionic stabilization technique involving the reactions of Na2PdCl4‐K2OsO4 and K2OsO4‐Na2WO4 with nanocrystalline MgO are well characterized. These bifunctional catalysts, NAP‐Mg‐PdOs and NAP‐Mg‐OsW perform tandem Heck asymmetric dihydroxylation and asymmetric dihydroxylation‐N‐oxidation reactions, respectively, in the presence of the chiral ligand 1,4‐bis(9‐o‐dihydroquinidinyl)phthalazine [(DHQD)2PHAL] in a single pot. It is quite impressive to note that H2O2 is used as a terminal oxidant to provide N‐methylmorpholine N‐oxide (NMO) in situ by the oxidation of N‐methylmorpholine (NMM) in the asymmetric dihydroxylation‐N‐oxidation catalyzed by NAP‐Mg‐OsW.